2,4-Dinitrothiophene

Base Information

• Chemical Name: 2,4-Dinitrothiophene
• CAS No.: 5347-12-6
• Molecular Formula: C4H2N2O4S
• Molecular Weight: 174.137
• Hs Code.: 2934999090
• NSC Number: 3746
• UNII: TRK2TS4667
• DSSTox Substance ID: DTXSID40201655
• Nikkaji Number: J36.539D
• Wikidata: Q83074856
• Mol file: 5347-12-6.mol

Synonyms:2,4-Dinitrothiophene;Thiophene, 2,4-dinitro-;5347-12-6;TRK2TS4667;NSC 3746;NSC-3746;BRN 0156596;AI3-18386;NSC3746;Thiophene,4-dinitro-;2,4-Dinitro-thiophen;2,4-dinitro-thiophene;WLN: T5SJ BNW DNW;UNII-TRK2TS4667;2 4-DINITROTHIOPHENE;SCHEMBL2016370;DTXSID40201655;AKOS000282448;LS-153077;5-17-01-00315 (Beilstein Handbook Reference);19320-18-4

Chemical Property of 2,4-Dinitrothiophene

Chemical Property:

• Vapor Pressure: 0.000971mmHg at 25°C
• Melting Point: 56°C
• Refractive Index: 1.7000 (estimate)
• Boiling Point: 312.4°C at 760 mmHg
• Flash Point: 142.8°C
• PSA: 119.88000
• Density: 1.697g/cm³
• LogP: 2.61090
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 173.97352772
• Heavy Atom Count: 11
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC=C1[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 2,4-Dinitrothiophene

There total 10 articles about 2,4-Dinitrothiophene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

thiophene boronic acid (6165-68-0) → 2,4-dinitrothiophene (5347-12-6)

Guidance literature:

With dipotassium peroxodisulfate; bismuth (III) nitrate pentahydrate; In toluene; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol300325t

Reference yield: 42.0%

Thien-3-ylboronic acid (6165-69-1) → 3-nitrothiophene (822-84-4) + 2,4-dinitrothiophene (5347-12-6)

Guidance literature:

With dipotassium peroxodisulfate; bismuth (III) nitrate pentahydrate; In benzene; at 70 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol300325t

Reference yield: 22.0%

3,5-dinitro-2-amino thiophene (2045-70-7) → 2,4-dinitrothiophene (5347-12-6)

Guidance literature:

3,5-dinitro-2-amino thiophene; With nitrosylsulfuric acid; sulfuric acid; sodium nitrite; acetic acid; propionic acid; at 5 ℃; for 0.75h;

With water; hypophosphorous acid; at 20 ℃; Further stages.;

DOI:10.1039/b514441h

upstream raw materials:

3-nitrothiophene

2-nitrothiophene

2-iodo-3,5-dinitrothiophene

3,5-dinitro-thiophene-2-carboxylic acid

Refernces

• 1、 Morley, John O.,Matthews, Thomas P.. "Studies on the biological activity of some nitrothiophenes". . p. 359 - 366. Retrieved 2008/01/27.